Organic Syntheses, Volume 90

The current volume continues the tradition of providing significant and interesting procedures, which should prove worthwhile to many synthetic chemists working in increasingly diverse areas. Following precedent, there is no specific or central theme to this volume.

List of contents

Synthesis of Koser's Reagent and Derivatives Reagent for Divalent Sulfur Protection: Preparation of 4-Methylbenzenesulfonothioic Acid, S-[(1,1-Dimethylethyl)-Dimethylsilyl]oxy]methyl] Ester
Discussion Addendum for: Applications of (2S)-3-exo-Morpholinoisoborneol [MIB] in Organic Synthesis
Preparation of (E)-N, N-Diethyl-2-styrylbenzamide by Rh-Catalyzed C-H Activation
Enantioselective Nitroaldol (Henry) Reaction of p-Nitrobenzaldehyde and Nitromethane Using a Copper (II) Complex Derived from (R, R)-1,2-Diaminocyclohexane: (1S)-1-(4-Nitrophenyl)-2-nitroethane-1-ol
Synthesis of N-Acetyl Enamides by Reductive Acetylation of Oximes Mediated with Iron(II) Acetate: N-(1-(4-Bromophenyl)vinyl)acetamide
Oxindole Synthesis via Palladium-catalyzed C-H Functionalization
Intermolecular retro-Cope Type Hydroxylamination of Alkynes with NH2OH: E-1-(1-Hydroxycyclohexyl)ethanone oxime
Preparation of 1,5-Disubstituted 1,2,3-Triazoles via Ruthenium-catalyzed Azide Alkyne Cycloaddition
Discussion Addendum for: Nickel-catalyzed Homoallylation of Aldehydes with 1,3-Dienes
Enantioselective Alkylation of N-(Diphenylmethylene)glycinate tert-Butyl Ester: Synthesis of (R)-2-(Benzhydrylidenamino)-3-Phenylpropanoic Acid tert-Butyl Ester
Enantioselective Alkylation of 2-[(4-Chlorobenzyliden)Amino]Propanoic Acid tert-Butyl Ester: Synthesis of (R)-2-Amino-2-Methyl-3-Phenylpropanoic Acid tert-Butyl Ester
Preparation of ¿-Fluorobis(phenylsulfonyl)methane (FBSM)
Direct Conversion of Benzylic and Allylic Alcohols to Diethyl Phosphonates
Synthesis of 1-Naphthol via Oxidation of Potassium 1-Naphthyltrifluoroborate
Potassium tert-Butoxide Mediated Synthesis of Phenanthridinone
Preparation of N1-Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride
Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride
Discussion Addendum for: Stereoselective Synthesis of anti alpha-Methyl-beta-Methoxy Carboxylic Compounds
Bimolecular Oxidative Amidation of Phenols: 1-(Acetylamino)-4-oxo-2,5-cyclohexadiene-1-acetic acid, Methyl Ester
Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate
Synthesis of 1-Naphthol via Oxidation of Potassium 1-Naphthyltrifluoroborate
Potassium tert-Butoxide Mediated Synthesis of Phenanthridinone
Preparation of N1-Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride
Discussion Addendum for: Stereoselective Synthesis of anti [alpha]-Methyl-[beta]-Methoxy Carboxylic Compounds
Bimolecular Oxidative Amidation of Phenols: 1-(Acetylamino)-4-oxo-2,5-cyclohexadiene-1-acetic acid, Methyl Ester
Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate
Discussion Addendum for: Preparation of 4-Acetylamino-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate and the Oxidation of Geraniol to Geranial (2,6-Octadienal, 3,7-dimethyl-, (2e)- )
Preparation of 3-Oxocyclohex-1-ene-1-carbonitrile
Air Oxidation of Primary Alcohols Catalyzed by Copper(I)/TEMPO. Preparation of 2-Amino-5-bromo-benzaldehyde
One-Pot Preparation of Cyclic Amines from Amino Alcohols
Preparation of Tetrabutylammonium (4-fluorophenyl)trifluoroborate
Allyl Cyanate-To-Isocyanate Rearrangement: Preparation of tert-Butyl 3,7-Dimethylocta-1,6-dien-3-ylcarbamate
Palladium-Catalyzed Triazolopyridine Synthesis: Synthesis of 7-Chloro-3-(2-Chlorophenyl)-1,2,4-Triazolo[4,3-a]Pyridine
Preparation of DABSO from Karl-Fischer Reagent
Low-epimerization Peptide Bond Formation with Oxyma Pure: Preparation of Z-L-Phg-Val-OMe
Practical Synthesis of Di-tert-Butyl-Phosphinoferrocene
Preparation of 1-Benzyl-2-methyl-3-(ethoxycarbonyl)-4- (2-phenylethyl)-1H-pyrrole from 4-Phenyl-1,2-butadiene
Synthesis of Highly Enantiomerically Enriched Amines by Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)Imines
Simplified Preparation of Dimethyldioxirane (DMDO)
Practical and Efficient Synthesis of N-Formylbenzotriazole

About the author

David Hughes obtained his Ph.D. in physical organic chemistry under the direction of Professor Fred Bordwell at Northwestern University in 1981. After post-doctoral work in the laboratory of Professor Ned Arnett at Duke University, he joined the Process Research department of Merck Research Laboratories in 1982 and currently holds the position of Executive Director, Scientific Staff. His area of expertise is physical organic chemistry with a focus on elucidation of mechanisms of synthetically important organic reactions. In the mid-1990's, the Hughes group took on the challenge of developing a viable synthesis of a semi-synthetic pneumocandin antifungal candidate that was entering development at that time. This development candidate progressed through many hurdles and was ultimately approved under the trademark CANCIDAS in 2001. Along with his colleagues Robert Schwartz and Jim Balkovec, Dave was awarded the 2006 ACS Heroes of Chemistry Award for this work. Other Merck drugs that Dave has been instrumental in process design and development include Primaxin, Emend, and Cozaar. Dave has co-authored over 100 papers and has been a member of the editorial board for Organic Synthesis since 2008.

Product details

• Authors: Hughes, David Hughes
• Assisted by: David Hughes (Editor)
• Publisher: Wiley, John and Sons Ltd
• Languages: English
• Product format: Hardback
• Released: 09.06.2014
• EAN: 9781118893845
• ISBN: 978-1-118-89384-5
• No. of pages: 424
• Series: Organic Syntheses; Organic Syntheses
• Subjects: Natural sciences, medicine, IT, technology > Chemistry > Physical chemistry; ORGANIC CHEMISTRY, SCIENCE / Chemistry / Organic